Vacation rentals in Sugarloaf Mountain

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sugarloaf Mountain

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

Cabin in Front Royal

Mountaintop Retreat with Wood Fired Hot Tub

Named Virginia’s most wishlisted Airbnb, Doah House is an architect-designed retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. Featured in Dwell and Travel + Leisure, the cabin is a container for rest and observation. The stay is shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing light, air, and sound. Each day feels different. The forest changes, and you might, too.

4.99 out of 5 average rating, 461 reviews

Top guest favorite

A modern living area is highlighted by a comfortable sectional sofa adorned with colorful cushions. A round coffee table sits in front, with a decorative item placed on top. Large windows allow natural light to illuminate the space, framed by soft curtains and offering views of greenery outside.

Apartment in Sterling

The Potomac Perch-Peaceful Cozy Family Apt

Step into a calming and contemporary haven. This thoughtfully designed one-bedroom apartment features a spacious bedroom with full bathroom , a modern full kitchen perfect for preparing your favorite meals, and comfortable living areas. The bright and airy layout, with its clean lines and tasteful decor, creates an inviting atmosphere for relaxation after a day of exploring. Nestled in a quiet and peaceful neighborhood along Broad Run Drive, you'll be just moments from the scenic Potomac River.

4.99 out of 5 average rating, 134 reviews

Top guest favorite

The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.

Treehouse in Shepherdstown

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

4.97 out of 5 average rating, 455 reviews

Superhost

A modern villa is set against a backdrop of tall trees, with its mirrored exterior reflecting the surrounding forest. A stone pathway leads to the entrance, illuminated by a nearby light fixture. The soft glow of dusk highlights the natural beauty of the area.

Tiny home in Mercersburg

Romantic Mirror Cabin • Hot Tub • Fire Pit • Views

Just 90 minutes from DC! Introducing the Honeymoon Mirror Villa, a unique gem that brings a dash of romance and a splash of contemporary luxury. It is situated among the majestic forest ambiance just across the Whitetail Ski Resort. Immerse yourself in an intimate, stylish, and exciting space thoughtfully designed for couples seeking an unforgettable nature escape. ✔ Super comfy Queen-Size Bed ✔ Open Design Living ✔ Kitchenette ✔ Hot Tub ✔ Fire Pit ✔ BBQ Grill ✔ Starlink Wi-Fi ✔ Parking

4.97 out of 5 average rating, 32 reviews

Top guest favorite

A century-old country house is shown from a distance, framed by expansive green lawns and trees. The structure features a rustic exterior with a red metal roof, a brick chimney, and a large sunroom that opens to the backyard. Scenic hills are visible in the background.

Home in Barnesville

The Crooked Camel

Century-old country house in Maryland near the DC metro area. Come relax or enjoy local adventures! Easy access to great cycling, boating, hiking, wineries and breweries, and nature. The house is furnished with interesting decor from 30 years spent overseas. 3 rooms available, sleeping a maximum of 6 adults, and two bathrooms. Nearby MARC train line, visitors should expect to hear passing trains. Manager lives on-property in a separate building. MoCo registration number STR25-00171

4.98 out of 5 average rating, 56 reviews

Top guest favorite

A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.

Home in Harpers Ferry

Gorgeous cabin on Blue Ridge

Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

4.97 out of 5 average rating, 136 reviews

Top guest favorite

Farm stay in Leesburg

The Forge on Sunnyside Farm

Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

5.0 out of 5 average rating, 149 reviews

Top guest favorite

Cabin in Bath (Berkeley Springs)

Timber Hollow Retreat | Sauna + Forest Trail

Welcome to Timber Hollow Retreat, a luxury modern Scandinavian-inspired cabin on over 4 private wooded acres in the beautiful Appalachian foothills of Berkeley Springs, West Virginia. Thoughtfully designed for couples, weekend getaways, wellness retreats, and nature lovers, this secluded escape combines contemporary comfort with an unforgettable outdoor experience. Despite feeling completely surrounded by nature, you’re just 10 minutes from historic downtown Berkeley Springs.

5.0 out of 5 average rating, 10 reviews

Top guest favorite

A treehouse is elevated among lush greenery, supported by sturdy wooden posts. A small deck extends from the entrance, leading to a spiral staircase. The exterior features dark blue siding and a metal roof, harmonizing with the surrounding forested environment.

Treehouse in Leesburg

Romantic Secluded Treehouse Stay in the Sky

Enjoy sounds of nature and view from our amazing treehouse nestled in the Poplar Trees surrounded by woods. Climb steep spiral staircase to a comfortable modern living area with kitchenette and another spiral staircase to a lovely bedroom with king size bed, bathroom and shower. Enjoy your morning coffee on side deck. During winter months you can see Sugarloaf Mountain in the distance. (Make sure to read the other details to note)booking a treehouse in a treehouse

4.96 out of 5 average rating, 480 reviews

Guest favorite

A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.

Cabin in Front Royal

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

4.95 out of 5 average rating, 319 reviews

Top guest favorite

The open living area features comfortable seating arranged around a circular table. Natural light floods the space through multiple windows, highlighting the light colors of the decor. Wood beams add a subtle architectural element, while a patterned rug anchors the seating area.

Home in Leesburg

Downtown Leesburg Cottage. Walk to everything!

Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable stay!

5.0 out of 5 average rating, 216 reviews

Top guest favorite

The exterior of a spacious estate is presented, surrounded by lush landscaping and trees showcasing autumn colors. A stone and siding facade is highlighted, along with a large patio area and manicured lawns. Walkways lead to various sections of the property.

Home in Frederick

Luxury Home on 300 Acre Estate

Escape to this 3-bedroom, 3-bathroom luxury estate located on 300 acres backing to Sugarloaf Mountain. Blending historic charm with modern updates, the home comfortably sleeps up to 10 guests. Enjoy hiking nearby trails, the C&O Canal, golfing, and biking, with Downtown Frederick just a short drive away. Unwind on the patio under the stars after a day of adventure. Perfect for nature lovers seeking a luxurious, serene getaway. Book now for an unforgettable retreat!

5.0 out of 5 average rating, 17 reviews